MeFSAT | MeFSAT: Medicinal Fungi Secondary metabolites And Therapeutics

Secondary metabolite: Fomefficinol B

Summary

Molecular formula: C31H48O6
SMILES: O=C1O[C@]2([C@H]([C@@H]1C)C)C[C@@H](C)[C@@H]1[C@]3([C@H](O2)C[C@H]2[C@H]([C@@]3(C(=O)C1)C)CC[C@@H]1[C@]2(C)[C@H](O)C[C@H](C1(C)C)O)C
InChI: InChI=1S/C31H48O6/c1-15-14-31(17(3)16(2)26(35)37-31)36-25-12-20-18(29(7)24(34)11-19(15)30(25,29)8)9-10-21-27(4,5)22(32)13-23(33)28(20,21)6/h15-23,25,32-33H,9-14H2,1-8H3/t15-,16+,17+,18-,19-,20+,21+,22-,23-,25-,28-,29-,30+,31+/m1/s1
InChIKey: REYDUJKYCGUWEE-ARVUAJLDSA-N

Chemical classification

Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Steroids and steroid derivatives
Sub class: Steroid lactones

Synonymous chemical names:
fomefficinol b

Chemical structure download

2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT

Physicochemical properties

Property name	Tool	Property value
Molecular weight (g/mol)	RDKit	516.72
Log P	RDKit	4.74
Topological polar surface area (Å²)	RDKit	93.06
Number of hydrogen bond acceptors	RDKit	6
Number of hydrogen bond donors	RDKit	2
Number of carbon atoms	RDKit	31
Number of heavy atoms	RDKit	37
Number of heteroatoms	RDKit	6
Number of nitrogen atoms	RDKit	0
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	14
Stereochemical complexity	RDKit	0.45
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	2
Number of sp³ hybridized carbon atoms	RDKit	29
Fraction of sp³ hybridized carbon atoms (Fsp³)	RDKit	0.94
Shape complexity	RDKit	0.94
Number of rotatable bonds	SwissADME	0
Number of aliphatic carbocycles	RDKit	4
Number of aliphatic heterocycles	RDKit	2
Number of aliphatic rings	RDKit	6
Number of aromatic carbocycles	RDKit	0
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	0
Total number of rings	RDKit	6
Number of saturated carbocycles	RDKit	4
Number of saturated heterocycles	RDKit	2
Number of saturated rings	RDKit	6
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	6

Drug-likeness properties

Property name	Tool	Property value
Number of Lipinski’s rule of 5 violations	RDKit	1
Lipinski’s rule of 5 filter	RDKit	Passed
Number of Ghose filter violations	RDKit	3
Ghose filter	RDKit	Failed
Veber filter	RDKit	Good
Egan filter	RDKit	Good
Pfizer’s 3/75 filter	RDKit	Bad
GSK 4/400 filter	RDKit	Bad
Number of Leadlikeness violations	SwissADME	2
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.45

ADMET properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	Poorly soluble
Solubility class [Silicos-IT]	SwissADME	Moderately soluble
Blood Brain Barrier permeation	SwissADME	No
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-5.71
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	0
CYP1A2 inhibitor	SwissADME	No
CYP2C19 inhibitor	SwissADME	No
CYP2C9 inhibitor	SwissADME	No
CYP2D6 inhibitor	SwissADME	No
CYP3A4 inhibitor	SwissADME	No
P-glycoprotein substrate	SwissADME	Yes